Homes for Sale near Middletown High School

Welcome to 23 Hotchkiss Street, where historic charm meets modern convenience in the heart of downtown Middletown. This classic brick Colonial, built in 1900, has been thoughtfully updated while retaining its timeless character. Inside, you'll find bright living spaces, a well-appointed kitchen with updated appliances, and flexible rooms that adapt to your lifestyle-whether for entertaining,

Jonathan Zuromski Real Broker CT, LLC

Welcome to this well-maintained condominium in the desirable Carriage Crossing community, offering a blend of comfort, convenience, and amenity-rich living. This unit features a bright, functional layout with hardwood floors in the living room and vaulted ceilings that create an open, airy feel. An upper-level loft area provides flexible space suitable for a home office, reading area, or

Steve Jones Jr KW Legacy Partners

Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," available for occupancy in 2026! Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the sophistication of wood cabinetry with

Phyllis Bysiewicz Berkshire Hathaway NE Prop.

Welcome to this ranch style condo in the vibrant Carriage Crossing Complex where modern comfort meets resort-style living! This unit is in a super convenient secluded location on the second floor, steps to parking right out front! This bright 1 bedroom, 1 bath end unit with loft features an open floor plan with a sun filled living room highlighted by soaring vaulted ceilings, oversized windows,

Lauren Iraeta KW Legacy Partners

A functional layout in an ideal setting! This is a TO BE BUILT 2,006 sq ft home on a nice sized 2.12 acre lot. A traditional style house plan featuring an open concept Kitchen and Family Room space with hardwood flooring throughout the first floor. The Dining Room will have decorative picture frame molding creating a timeless feel. Relax and recharge in the large Primary Bedroom suite. Three

Dori Degennaro William Raveis Real Estate

Discover a great opportunity to own an affordable 2-family property at 105 Spring St in Middletown, a rare offering in today's market. Both units are currently occupied on month-to-month, providing flexibility for investors looking to adjust rents and significantly improve cash flow. Each spacious unit features 3 bedrooms and is in relatively good condition, with updates made over time, making

Warren Juall HOMESELL

Discover comfort, space, and exceptional flexibility in this wellmaintained and thoughtfully updated home offering nearly 3,000 sq ft of living space in the peaceful surroundings of Higganum. Set on a serene lot, this property has been cared for and improved over the years and features bright, generously sized rooms including a large living room, formal dining area, and a wellappointed kitchen

Warren Juall HOMESELL

Welcome to this beautifully updated split-level PUD at 2 Yellow Orange Circle, Middletown, offering 4 bedrooms and 2.5 bathrooms with thoughtful updates throughout. The home features a bright, open layout with modern finishes, an updated kitchen and baths, and flexible living spaces ideal for today's lifestyle. Major improvements include a brand-new 200 amp electrical panel and subpanel with new

Amy Bartolucci Coldwell Banker Realty

This is home is located convenient to Shopping center and route 9. First floor main bedroom with full bath Addition three bedrooms on the upper level and a full bath. Builtin hutch in the dinning area. Living room with fireplace. (never used) Hardwood floors under carpeting. Ramp A detached two car garage. Property to be sold in as is condition, Contingent upon probate approval

Ramona B Gonzalez Berkshire Hathaway NE Prop.

Rare opportunity for owner-occupants or investors to own an updated North End three-family on Upper Grand Street. Each unit offers 2 bedrooms and 1 bath with bright, sun-filled living spaces. The second and third floor units feature southerly-facing picture windows providing abundant natural light. Property has been extensively updated including: 1-hour rated fire doors on each level, emergency

Natalie Grant Nat's Honey Bee Real Estate

Beautifully Remodeled 281 Briarwood Lane awaits you, ideally located in the sought-after Hunt Club of Westfield in Middletown. From the moment you step inside, you're welcomed by tall cathedral ceilings, a central fireplace, and an open floor plan that creates a warm, inviting atmosphere-perfect for both everyday living and effortless entertaining. This remodeled 3-bedroom ranch features a

Patrick Combs Dan Combs Real Estate

This is NOT A DRIVE-BY!!! What you see from the front is not what you will see inside!! As you enter through the side door, you will love the mudroom, for everyones shoes, coats, bag, etc. Then walk in to your large kitchen with vaulted ceilings! The front dining room with fireplace is off the kitchen perfect for gatherings. The sunken family room will WOW you with how much room there is! The

Brittany O'Hara William Raveis Real Estate

Welcome to The Meadows and this rarely available two bedroom condo! This townhouse has two baths (one full, one half) and a kitchen with a bay window that fills the space with natural light. There is plenty of counterspace as well, making it the ideal layout for daily living or wonderful entertaining. The entire condo is spacious and open, yet has a cozy-feel when enjoying the fireplace on winter

Margaret Mullaney William Raveis Real Estate

This updated classic 1900 Colonial has timeless charm with many improvements and is a great opportunity for first-time buyers. The home offers an updated bright kitchen featuring brand-new appliances, three bedrooms and one refreshed bathroom, all enhanced by fresh interior paint and refinished or newly installed flooring throughout. A detached one-car garage adds convenience and storage. With

Heather Kilbourn Cavanaugh & Company LLC

Timeless Colonial rich with historic charm, minutes from downtown Middletown, Wesleyan University & Middlesex Hospital, this home offers the perfect blend of convenience & character. Featuring 4 nice sized bedrooms, high ceilings, original woodwork & a warm inviting layout. The detached garage adds extra storage or workshop potential & the walk-up attic offers endless possibilities for expansion

Michelle Mazzotta eXp Realty

Experience Carefree Living at Founders' Ridge - the Premier 55+ Award-Winning Community! Introducing our newest Model Home -the "KIRBY II", now available for early 2026 occupancy! Nestled in the highly desirable Westfield section of Middletown, this thoughtfully designed 1,555 sq. ft. single-level home offers both luxury and ease in one perfect package. Elegant Interior Features include stunning

Phyllis Bysiewicz Berkshire Hathaway NE Prop.

Welcome home to rustic Connecticut charm paired with flexible living space and timeless character. You are greeted by a warm living area featuring exposed wood beams and a beautiful stone fireplace that anchors the space with cozy appeal. Just beyond, your kitchen offers an abundance of cabinetry, giving you ample storage and functionality for everyday living and entertaining. Step outside and

Krystal Pulley Tier 1 Real Estate

To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

Jenna Talbot Coldwell Banker Realty

To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

Jenna Talbot Coldwell Banker Realty

This 1,500 sq ft ranch-style home, built by Silvin Homes, offers thoughtfully designed one-level living with an open-concept layout ideal for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen with a center island and ample cabinetry, creating a welcoming gathering space. The private primary suite features a custom full bath and walk-in closet and is set

Jenna Talbot Coldwell Banker Realty

To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

Jenna Talbot Coldwell Banker Realty

Discover comfortable and convenient living in this well-kept 2-bedroom, 1-bath condo offering a functional layout across 930 sq ft. Perfect for entertaining family and friends-or simply enjoying peaceful days at home-this inviting space provides versatility for any lifestyle. Located just 10 minutes from Cromwell's shopping and dining and only 5 minutes from vibrant downtown Middletown, you'll

LeAndra Trotman William Raveis Real Estate

There's something immediately comforting about a home that gives you room to breathe-and this spacious condo does exactly that. With a thoughtfully designed floor plan and generous living spaces, it feels welcoming from the moment you step inside. The living room is warm and inviting, centered around a gas fireplace that sets the tone for quiet evenings, movie nights, or gathering with friends.

Debbie Huscher Real Broker CT, LLC

Welcome to Hamlin Court Condominiums, where historic charm meets comfortable, modern living. This well-maintained 1-bedroom, 1-bath ranch-style condo (Unit 26) offers a move-in-ready opportunity in one of Middletown's most desirable locations. The unit features fresh paint and new flooring throughout, creating a clean, bright, and inviting atmosphere. The kitchen is in good condition, offering

Jacob Mochkin Roundtree Realty LLC

Move right into this beautifully refreshed 3-bedroom, 1.5-bath condominium offering 1,232 sq. ft. of bright, comfortable living space. Freshly repainted throughout, the home delivers a clean, modern feel with an efficient layout designed for everyday living. The inviting living area features a central fireplace, creating a warm and welcoming atmosphere year-round. This unit also includes a 1-car

Jacek Mikolajczyk Berkshire Hathaway NE Prop.

This charming, well cared for colonial is the perfect place to create memories. A rare find, home is built in 2006 and it only had 1 person living there. This home boasts 4 bedrooms, master has an ensuite, 2.5 baths, laundry upstairs, full dining room and front to back living room for all your gatherings. A full basement and a 2 car garage provide ample storage and room to grow. This home is move

Joseph Ercolani William Raveis Real Estate

To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

Jenna Talbot Coldwell Banker Realty

Fantastic Sonoma Woods single detached home in 55+ community. Best services for monthly fees around - includes structure, roof, windows, power washing, grounds maintenance, snow removal, exterior insurance, clubhouse & so much more! This stunning home will impress from the exterior architectural detailing, quality brick facade with key-stones in windows & multiple gabled roof lines. Amazing

Mark Toledo Berkshire Hathaway NE Prop.

REO Occupied - NO ACCESS OR VIEWINGS of this property - no interior photos. Please DO NOT DISTURB the occupant. Built in 2000, this two story home offers approximately 1934 finished square feet, three bedrooms and two full baths, fireplace, covered front porch, fully finished basement and attached one car garage. This home sits on an approximate 11326 sqft lot. "As is" cash only sale with no

Sherry Price Realhome Services & Solutions

A rare find in South Farms! This spacious Colonial showcases a cathedral-ceiling entryway, 3 bedrooms, and 3.5 baths. The standout primary suite features a walk-in closet and a full-size jacuzzi. With two living areas, a dining room, laundry room, and a versatile bonus room downstairs for a bedroom, office, or playroom, this home offers both flexibility and flow. A full basement and 2-car garage

Danielle Spada Coldwell Banker Realty

This tastefully updated ranch offers 2 Bedrooms plus separate office/sunroom and NEW Mudroom/ laundry all on one level in the desirable Westfield section of Middletown. Enjoy a crisp white kitchen and rich hardwood floors. A bright great room with a defined dining area creates a warm space for hosting family and friends. On just over half an acre of beautiful grounds, this home blends comfort,

Phyllis Bysiewicz Berkshire Hathaway NE Prop.

In the heart of Middletown and within walking distance to countless amenities, 54 Washington Street offers both location and opportunity. Once home to the Italian American Club, the building carries a unique history and is now ready for a new vision. This spectacular building has received zoning approval to convert this once community/event space to residential units. Take advantage of the

Ariel Tortora William Raveis Real Estate